Hydrochloric Acid → 2,2,3,3-Tetrafluoro-3-methoxypropanoic acid

HRID 280487Notes

Reaction equation

HRID 280487 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[C:7]([O:9]C)=[O:8].Cl>O>[CH3:3][O:4][C:5]([F:13])([F:14])[C:6]([F:11])([F:12])[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69787Propanoic acid, 2,2,3,3-tetrafluoro-3-methoxy-, methyl ester

Product 1

HCID 133289072,2,3,3-Tetrafluoro-3-methoxypropanoic acidYield 73.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 32 g sodium hydroxide, 400 g water and 152 g methyl 3-methoxytetrafluoropropionate was stirred at room temperature until a single liquid layer was obtained. The product was acidified with 37% aqueous HCl and the lower layer separated. The aqueous layer was extracted four times with 50 ml ethyl ether and the combined ether extracts and lower layer distilled to give 103.3 g (73.4%) 3-methoxytetrafluoropropionic acid, b.p. 85°-86° at 20 mm.

Workup

  1. customwas obtained
  2. customthe lower layer separated
  3. extractionThe aqueous layer was extracted four times with 50 ml ethyl ether
  4. distillationthe combined ether extracts and lower layer distilled

Sources & evidence

ORD record
ord-edf740d373e24212aad77ab5c4df6e06
Source dataset
uspto-grants-1986_05
Patent number
US04590015

Reaction notes

Loading…